2-p-toluidinylnaphthalene | 1179271-92-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-p-toluidinylnaphthalene
• 英文别名: 6-p-Toluidine-2-naphthalene；4-methyl-2-naphthalen-2-ylaniline
• CAS: 1179271-92-1
• 化学式: C₁₇H₁₅N
• mdl: MFCD12859593
• 分子量: 233.313
• InChiKey: ZWNFVSDUXVNMGQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.058
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-p-toluidinylnaphthalene 在 吡啶 、 Oxone 、 palladium diacetate 、 对甲苯磺酸 、 三甲基乙酸 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 11.0h， 生成 2-methyl-5-Ts-5H-benzo[b]carbazole
  参考文献：
  名称：

  Pd-Catalyzed Intramolecular Oxidative C–H Amination: Synthesis of Carbazoles

  摘要：

  A Pd-catalyzed oxidative C-H amination of N-Ts-2-arylanilines under ambient temperature using Ozone as an inexpensive, safe, and easy-to-handle oxidant has been developed. This process represents a green and practical method for the facile construction of carbazoles with a broad substrate scope and wide functional group tolerance.

  DOI：

  10.1021/ol201416u
• 作为产物：
  描述：

  2-amino-5-methylphenylboronic acid 、 2-溴萘 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 反应 12.0h， 以77%的产率得到2-p-toluidinylnaphthalene
  参考文献：
  名称：

  아릴 아민기를 포함하는 비대칭 피렌 유도체 및 이를 포함하는 유기 발광 소자

  摘要：

  本发明涉及如下[化学式A]或[化学式B]所示的非对称芴衍生物及其包括在内的有机发光二极管，其中取代基Ar1、Ar2、Ar3、Ar4、Z及m如发明详细说明中定义。[化学式A] [化学式B]

  公开号：

  KR102156562B1

文献信息

• Synthesis, Isolation, and Characterization of Mono- and Bis-norbornene-Annulated Biarylamines through Pseudo-Catellani Intermediates
  作者：Pratheepkumar Annamalai、Huan-Chang Hsiao、Selvam Raju、Yi-Hsuan Fu、Pei-Ling Chen、Jia-Cherng Horng、Yi-Hung Liu、Shih-Ching Chuang

  DOI：10.1021/acs.orglett.9b00119

  日期：2019.2.15

  A palladium-catalyzed C–H functionalization of an external ring of N-acyl 2-aminobiaryl with bicyclo[2.2.1]hept-2-ene (norbornene) via multiple C–H bond activations was developed. This study is the first report of the formation of bis-norbornene annulated biarylamines isomers (syn-3a′/anti-3a′ = 36:64) from multiple C–H bond functionalizations. Additionally, nondirected C–H bond functionalization at

  通过多个CH键活化，开发了钯催化的N-酰基2-氨基联芳与双环[2.2.1]庚-2-烯（降冰片烯）外环的CH功能化。这项研究是第一个关于由多个C–H键官能化形成双降冰片烯环化的联芳基胺异构体（syn - 3a' / anti - 3a' = 36:64）的报道。此外，在C-4'位置用烯烃进行的无方向C–H键官能化可完全形成五个C–H键的C–H功能化，从而形成一个稳定的六取代苯环。
• Cascade C–H Functionalization/Amidation Reaction for Synthesis of Azepinone Derivatives
  作者：Peng Bai、Xing-Fen Huang、Guo-Dong Xu、Zhi-Zhen Huang

  DOI：10.1021/acs.orglett.6b01140

  日期：2016.7.1

  A cascade C–H functionalization/amidation reaction of aminobiaryls with diazomalonates has been developed under rhodium catalysis, affording new azepinone derivatives in moderate to excellent yields.

  在铑催化下已开发出氨基联芳基与重氮丙二酸酯的级联C–H功能化/酰胺化反应，从而以中等至极好的收率提供了新的a庚酮衍生物。
• 6-Trifluoromethyl-Phenanthridines through Radical Trifluoromethylation of Isonitriles
  作者：Bo Zhang、Christian Mück-Lichtenfeld、Constantin Gabriel Daniliuc、Armido Studer

  DOI：10.1002/anie.201306082

  日期：2013.10.4

  A radical approach toward 6‐perfluoroalkylphenanthridines employs the Togni reagent or derivatives thereof as radical precursors and occurs in the absence of a transition metal. Bu4NI is applied as radical initiator and phenanthridines are formed in good to excellent yields. In contrast to the currently intensively investigated trifluoromethylation of arenes, the arene core is formed during the trifluoromethylation

  对6-全氟烷基菲啶的自由基方法采用Togni试剂或其衍生物作为自由基前体，并且在不存在过渡金属的情况下发生。将Bu 4 NI用作自由基引发剂，并以良好至极好的收率形成菲啶。与目前深入研究的芳烃三氟甲基化相反，在这种方法中，芳烃核是在三氟甲基化过程中形成的。
• Palladium-Catalyzed Oxidative Insertion of Carbon Monoxide to <i>N</i>-Sulfonyl-2-aminobiaryls through C–H Bond Activation: Access to Bioactive Phenanthridinone Derivatives in One Pot
  作者：Venkatachalam Rajeshkumar、Tai-Hua Lee、Shih-Ching Chuang

  DOI：10.1021/ol4001922

  日期：2013.4.5

  Palladium-catalyzed oxidative carbonylation of N-sulfonyl-2-aminobiaryls through C-H bond activation and C-C, C-N bond formation under TFA-free and milder conditions has been developed. The reaction tolerates a variety of substrates and provides biologically important phenanthrldlnone derivatives in yields up to 94%.
• MATERIAL FOR ORGANIC DEVICE AND ORGANIC ELECTROLUMINESCENT DEVICE USING THE SAME
  申请人：KWANSEI GAKUIN EDUCATIONAL FOUNDATION

  公开号：US20220006012A1

  公开（公告）日：2022-01-06

  A polycyclic aromatic compound represented by general formula (1) described below and having a bulky substituent in a molecule is used as a material for an organic device, whereby, for example, an organic EL device excellent in quantum efficiency can be provided. In particular, concentration quenching can be suppressed even if a use concentration is comparatively high, and therefore the present art is advantageous in a device production process. In formula (1) described above, R 1 , R 3 , R 4 to R 7 , R 8 to R 11 and R 12 to R 15 are independently hydrogen, aryl or the like, X 1 is —O— or >N—R (R is aryl or the like), Z 1 and Z 2 are a bulky substituent such as aryl, and at least one hydrogen in the compound represented by formula (1) may be replaced by halogen or deuterium.